Abstract-Enantiomerically pure carbamate-monoprotected trans-cyclohexane-1,2-diamines are used as chiral organocatalysts for the addition of aryl ketones and acetone to nitroalkenes leading to enantioenriched β-substituted γ-nitroketones. The reaction is performed in the presence of 3,4-dimethoxybenzoic acid as additive, in chloroform as solvent at room temperature, achieving enantioselectivities up to 96%. Theoretical calculations are used to justify the observed sense of the stereoinduction.

Enantioselective Addition of Aryl Ketones and Acetone to Nitroalkenes Organocatalyzed by Carbamate-Monoprotected Cyclohexa-1,2-diamines. -(FLORES-FERRANDIZ, J.; STIVEN, A.; SOTORRIOS, L.; GOMEZ-BENGOA, E.; CHINCHILLA*, R.; Tetrahedron: Asymmetry 26 (2015) 17, 970-979, http://dx.